Reaction of heterocyclic thioamides with dimethyl acetylenedicarboxylate. Synthesis of novel 2-azolyl-5-methoxycarbonylmethylene thiazolin-4-ones

被引:31
作者
Berseneva, VS
Morzherin, YY
Dehaen, W
Luyten, I
Bakulev, VA
机构
[1] Katholieke Univ Leuven, Dept Chem, B-3001 Louvain, Belgium
[2] Urals State Tech Univ, Dept Technol & Organ Synth, Ekaterinburg 620002, Russia
基金
俄罗斯基础研究基金会;
关键词
dimethyl acetylene dicarboxylate; thioamides; thiazoline;
D O I
10.1016/S0040-4020(01)00049-7
中图分类号
O62 [有机化学];
学科分类号
070303 [有机化学]; 081704 [应用化学];
摘要
A systematic study of the reactions of dimethyl acetylenedicarboxylate (DMAD) with heterocyclic thioamides has been carried out and a number of new 2-isoxazolyl-(8), imidazolyl-(13a,b and 17a), 1,2,3-triazolyl-(13d,e) and 1,2,3-thiadiazolyl (17b) thiazolines have been prepared. The higher reactivity of the thioamide group in comparison with the amino group in these reactions has been established. (C) 2001 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:2179 / 2184
页数:6
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